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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5348Generated: October 25, 2026

8-Methoxy-2-cyanomethyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole → 8-Methoxy-2-(2-aminoethyl)-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

https://huagongshe.com/reaction/5348

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Methoxy-2-cyanomethyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 19795666—
CatalystRhodiumHCID 23948—
SolventAmmoniaHCID 222—
SolventMethanolHCID 887—
Product8-Methoxy-2-(2-aminoethyl)-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 1979568995.3%

Reaction Steps

The product from Example 16 (1.00 g) was dissolved in 90 ml methanol and 10 ml anhydrous ammonia. 0.100 g 5% Rh/Al2O3 was added and the reaction was hydrogenated at 4 atm for 4 h. The reaction was filtered and the solvent removed to yield 0.97 g of the desired product as a colorless oil. NMR (CDCl3) δ2.20-2.61 (m, 3H), 2.66-3.45 (m, 8H), 3.82 (s, 3H), 3.89 (m, 1H), 6.67 (d, 1H), 6.78 (d, 1H), 7.14 (t, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05244888
Source datasetuspto-grants-1993_09
ORD IDord-b8624136abe04640a5b5ceda72784b10
Source noteuspto-grants-1993_09